Antiseptic anzesthetic medicament



Patented Aug. 17, 1926.

UNITED STATES 1,596,259 PATENT OFFICE.

FLOYD K. THAYER OF CHICAGO, ILLINOIS, ASSIGNOR TO ABBOTT LABORATORIES,

' OF CHICAGO, ILLIQNOIS, A CORPORATION OF ILLINOIS.

ANTISEPTIC ANESTHETIC MEDICAMEKT.

NoDrawing.

lesions. In the treatment of burns'and painful,

denuded skin lesions, the following precau tions are necessary, if the patient is to be relieved of suffering and rapid healing promoted: I

1. The pain and the shock must be relieved.

2. Measures must be taken to prevent 1nfection, such as the application of, antisept1c dressings or the use of antisepticwashes.

3. The substances used to obtain the above results must not be so strong nor so corrosive in their action as'to prevent rapid heal- %)f the chemical compounds which have been used heretofore for the treatment of none has had the properties necessary to fulfill all of the above conditions to a satisfactory degree. Ichthyol'and its salts, zinc oxide, aluminium compounds and lime, fulfill the second condition (antisepsis), but lend-little or nothing in the way of analgesic properties. Phenol, resorcinol and plcric acid also act as antiseptics, but in the dilutions used have only the very faintest pain relieving properties; whereas were the concentrations of these compounds to be increased to a point where analgesia would be noticed, such corrosive action would take as place upon only would healing be greatly retarded, but sloughing of the tissue, might be expected.

The ointments, salves, and unguents which have been used heretofore for the treatment of burns and painful denuded skin lesions,

are, for the most part, made up of a mixture of two or more of the chemical compounds mentioned in the preceding paragraph incorporatedin an oily base. Here are usually found the necessary ingredi ents forantisepsis, but whatever pain relieving properties that are to be found are, in the main, due to the oily nature of the carrier. It is well known that oily or greasy materials lend somewhat to the reof of the sting of burns. I I

In contradistinction to the already mentioned chemical compounds and ointments, unguents, salves, etc., picric acid salts of local anaesthetics, as employedby me, do fulburns and painful, denuded skin lesions,-

the broken epidermis thatnotv Application filed February 27, 1924. Serial No. 695,574.

fill-the above enumerated conditions. Furthermore, the analgesic action of my prep-- 'arat-ionspicric acid salts of local anaesinfection.

General method of synthesizing picric acid salts of local anaesthetics.

One mol. of picric acid and three mols. of the local anaesthetic are reacted in a suitable solvent, suchas water, alcohol or benzol. The picric acid salt of the local anaesthetic precipitates as a more or less insoluble salt. It is then filtered, washed and dried. That this product is ,a chemical compound and not a mixture, can readily be shown by both chemical and pharmacological tests.

Specific compounds.

1. The picric acid salt of n-butylaminobenzoate, which is a yellow solid me ting at 109110 C.

2. The picric acid salt of ethyl-p-aminobenzoate, which is ayellow solid melting at 120121 C.

3. The picricacid salt of methyl-m-aminop-hydroxy-behzoic acid, which is a yellow solid melting at 221-2229 C. (with .decomp.).'

4.-. Procaine Picrate. This is the picric as acid salt of diethylamino-ethyl-p-amino benzoate, and is a yellow solid, melting at to this base thereis liq.

added 1% by weight of the picric acid salt of n-butyl-p-ami'nobenzoat'e, which has previously been intimately mixed with a small quantity of the above mentioned base; thorough mixing produces a homogeneous ointment having a yellow color.

The scope of the invention is to be determined by reference to the appended claims, said claims to be construed as broadly as possible consistent with the state of the art.

I claim as my invention y 1. As a new article of manufacture a picrate of an aromatic acid ester, having an amino group in the aromatic nucleus.

2. As a new antiseptic compound having pronounced anaesthetic properties, a picrate of an aminobenz'oicgaci-d ester.

3. As a, new article of manufacture, a picrate of n-butyl-p-aminobenzoate.

4. As a new article of manufacture, the compound which is a yellow crystalline solid melting at 109110 (l, and having bath antiseptic and anaesthetic properties.

FLOYD K. THAYER. 

